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(1S,2R,5S,6R,8S,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-prop-1-en-2-yl-7,11,32-trioxa-18-azadecacyclo[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6b305098-3858-4bc5-9deb-e0934a042fbb
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,6R,8S,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-prop-1-en-2-yl-7,11,32-trioxa-18-azadecacyclo[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
SMILES (Canonical) CC(=C)C1C(C2C3(O2)C(O1)CCC4(C3(CCC5C4(C6=C7C5OC(C8CC9C8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
SMILES (Isomeric) CC(=C)[C@@H]1[C@@H]([C@H]2[C@]3(O2)[C@@H](O1)CC[C@]4([C@]3(CC[C@@H]5[C@@]4(C6=C7[C@H]5OC([C@H]8C[C@H]9[C@@]8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
InChI InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31-,33+,34+,35-,36+,37+/m0/s1
InChI Key JDUWHZOLEDOQSR-OBPHCMCKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44ClNO6
Molecular Weight 634.20 g/mol
Exact Mass 633.2857158 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.66
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,6R,8S,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-prop-1-en-2-yl-7,11,32-trioxa-18-azadecacyclo[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.8287 82.87%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.3961 39.61%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8339 83.39%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior + 0.6724 67.24%
P-glycoprotein inhibitior + 0.6910 69.10%
P-glycoprotein substrate + 0.6947 69.47%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 0.8041 80.41%
CYP2D6 substrate - 0.7680 76.80%
CYP3A4 inhibition - 0.8444 84.44%
CYP2C9 inhibition - 0.7337 73.37%
CYP2C19 inhibition - 0.6564 65.64%
CYP2D6 inhibition - 0.8701 87.01%
CYP1A2 inhibition + 0.5386 53.86%
CYP2C8 inhibition + 0.8107 81.07%
CYP inhibitory promiscuity - 0.6207 62.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7838 78.38%
Carcinogenicity (trinary) Non-required 0.4917 49.17%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.7359 73.59%
Skin corrosion - 0.9125 91.25%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6227 62.27%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8037 80.37%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5336 53.36%
Acute Oral Toxicity (c) III 0.5381 53.81%
Estrogen receptor binding + 0.7498 74.98%
Androgen receptor binding + 0.7803 78.03%
Thyroid receptor binding + 0.5464 54.64%
Glucocorticoid receptor binding + 0.7157 71.57%
Aromatase binding + 0.7243 72.43%
PPAR gamma + 0.6744 67.44%
Honey bee toxicity - 0.6726 67.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9935 99.35%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.06% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.84% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 96.94% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.29% 95.93%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 93.16% 97.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.25% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL233 P35372 Mu opioid receptor 90.83% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.60% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.57% 94.62%
CHEMBL238 Q01959 Dopamine transporter 89.82% 95.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.99% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.12% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.75% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 86.40% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.04% 97.14%
CHEMBL4208 P20618 Proteasome component C5 85.60% 90.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.58% 94.23%
CHEMBL1937 Q92769 Histone deacetylase 2 85.31% 94.75%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.03% 85.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.82% 94.00%
CHEMBL2820 P03951 Coagulation factor XI 84.79% 95.29%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.65% 97.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.41% 89.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.29% 91.03%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.70% 96.77%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.22% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.07% 85.11%
CHEMBL4302 P08183 P-glycoprotein 1 82.97% 92.98%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.46% 88.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.42% 86.33%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.97% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.91% 97.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.81% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.57% 82.69%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.25% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.00% 96.21%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44450809
LOTUS LTS0266082
wikiData Q105125778